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First off, determine if it's transmission fluid, or primary chain case fluid.
I had the seal on the transmission main shaft go on me once (the seal under the transmission rear drive pulley, behind the inner primary cover).
This can be changed with the transmission still in the bike, but the entire primary needs to come apart, and the transmission sprocket/pulley removed to access it.

If it's primary fluid, it's probably the seal on the inner primary case that the transmission shaft runs through and that the clutch assembly bolts to.
Again, the entire primary needs to be torn down to access this.

Either way, the cost of the part isn't bad, but the labor is the killer, as it's a 6-10 hour job, if I remember the book's quote.

This removal requires some special tools and a manual. First remove the negative battery cable.Drain and remove primary cover. Remove the shift shaft from the housing.Remove the primary drive. The clutch nut has left-hand threads so righty loosey. Remove the small screw on the end of the starter gear shaft. Remove the screws holding the inner primary housing. Now on the right side. Remove the exhaust. Remove the two screws holding the starter motor to the trans housing. Inner primary will now come off. There is a race that is pressed onto the mainshaft that requires a special puller to remove. Drain trans fluid. Remove trans side cover, the one with the clutch cable. Remove the trans top cover. Remove the shifter drum. Remove the shift fork shaft through the right side of the trans bearing door. Remove the shift forks through the top off the trans housing noting location. Remove the screws that hold the bearing door to the case. There are a couple of pry points that you would use to separate the door from the case. Should come on out after all that.

Your bike came from the factory with H-D 20W50 Syn3 engine oil in the engine, primary case, and the transmission. There are other oils available such as Amsoil, Mobil, Royal Purple and many more. Check their websites for compatibilty.

Disconnect battery , remove the outer primary case, pull back the lock
tab on the starter jackshaft, unbolt the retainer screw, then remove
the two starter bolts from the right side, sometimes you need to loosen
the oil tank mounts to get at these, slip the starter and coupler out
as a unit, replace the coupler and jackshaft the same way they came out
when the new starter goes in, install bolts , retighten the jackshaft
bolt and bend over the retainer, install and fill primary case, connect
battery
thats it buddy